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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— n-octylchlorodisulfane 58813-03-9 C8H17ClS2
n-octylchlorodisulfane
—— 3-carbomethoxy-4-methylcyclopent-2-en-1-one dithioethylene ketal 115514-32-4 C10H14O2S2
3-carbomethoxy-4-methylcyclopent-2-en-1-one dithioethylene ketal
—— cyclohexanethiosulfenyl chloride 6009-06-9 C6H11ClS2
cyclohexanethiosulfenyl chloride
—— Isopropyloxycarbonylschwefelchlorid 26555-36-2 C4H7ClO2S
Isopropyloxycarbonylschwefelchlorid
—— n-Propoxycarbonylisothiocyanat 23822-50-6 C5H7NO2S
n-Propoxycarbonylisothiocyanat
—— isopropylthiosulfenyl chloride 67692-55-1 C3H7ClS2
isopropylthiosulfenyl chloride
—— 6-methoxy-2-phenylthio-1,3-benzoxazole 1300106-06-2 C14H11NO2S
6-methoxy-2-phenylthio-1,3-benzoxazole
—— 2-Isopropyl-2-phenyl-1,3-dithian 5849-12-7 C13H18S2
2-Isopropyl-2-phenyl-1,3-dithian
—— 1,4-Difluoro-2,5-bis[(propan-2-yl)sulfanyl]benzene 85180-86-5 C12H16F2S2
1,4-Difluoro-2,5-bis[(propan-2-yl)sulfanyl]benzene
—— 4,6-dichloro-5-isopropyl-2-(methylthio)pyrimidine 1111757-45-9 C8H10Cl2N2S
4,6-dichloro-5-isopropyl-2-(methylthio)pyrimidine
—— cobalt tetrathiocyanatomercurate —— C4HgN4S4*Co
cobalt tetrathiocyanatomercurate
—— 6-chloro-2-(phenylthio)benzo[d]thiazole 1189350-90-0 C13H8ClNS2
6-chloro-2-(phenylthio)benzo[d]thiazole
—— 5-methoxy-2-phenylthio-1,3-benzoxazole 1300106-04-0 C14H11NO2S
5-methoxy-2-phenylthio-1,3-benzoxazole
—— 6-methoxy-2-(phenylthio)benzo[d]thiazole 3507-20-8 C14H11NOS2
6-methoxy-2-(phenylthio)benzo[d]thiazole
—— 2-(Butylsulfanyl)-1,3,4-thiadiazole 62652-46-4 C6H10N2S2
2-(Butylsulfanyl)-1,3,4-thiadiazole
—— 3-Methyl-1-propyl-2-oxa-6,10-dithia-spiro[4.5]decan-1-ol 141523-78-6 C11H20O2S2
3-Methyl-1-propyl-2-oxa-6,10-dithia-spiro[4.5]decan-1-ol
—— 4-(4'-methylbenzenesulfenyl)-5-exo-nitro-3-oxo-2-oxabicyclo<2.2.2>oct-7-ene 141553-87-9 C14H13NO4S
4-(4'-methylbenzenesulfenyl)-5-exo-nitro-3-oxo-2-oxabicyclo<2.2.2>oct-7-ene
—— 2-(2,5-Difluoro-4-naphthalen-2-ylsulfanylphenyl)sulfanylnaphthalene 1376608-54-6 C26H16F2S2
2-(2,5-Difluoro-4-naphthalen-2-ylsulfanylphenyl)sulfanylnaphthalene
—— 1-p-chlorophenylethynyl phenyl sulfide 69602-25-1 C14H9ClS
1-p-chlorophenylethynyl phenyl sulfide
—— 2-(2',2'-Dimethoxyaethylsulfid)-thiophen 98558-44-2 C8H12O2S2
2-(2',2'-Dimethoxyaethylsulfid)-thiophen
—— trifluoromethanesulfonylacetone 86884-31-3 C4H5F3O3S
trifluoromethanesulfonylacetone
—— allyl-<i>tert</i>-butyl-thioketene 72826-60-9 C9H14S
allyl-<i>tert</i>-butyl-thioketene
—— (2-chlorophenyl)(phenylethynyl)sulfane 1384843-81-5 C14H9ClS
(2-chlorophenyl)(phenylethynyl)sulfane
—— N-Cyano-S-methyl-N'-(2-hydroxyethyl)isothioharnstoff 72835-53-1 C5H9N3OS
N-Cyano-S-methyl-N'-(2-hydroxyethyl)isothioharnstoff
—— heptafluoro propanethiol 422-90-2 C3HF7S
heptafluoro propanethiol
—— 2,4-bis(methylthio)-6-(2-thienyl)pyrimidine 103191-90-8 C10H10N2S3
2,4-bis(methylthio)-6-(2-thienyl)pyrimidine
—— 3-thiophenyl-3-sulfolene 64741-13-5 C10H10O2S2
3-thiophenyl-3-sulfolene
—— bis(t-butylthio)cyclopropenethione 56651-14-0 C11H18S3
bis(t-butylthio)cyclopropenethione
—— N-<2''-(dimethylamino)ethyl>-2-(methylthio)-6-thien-2'-ylpyrimidin-4-amine 109658-78-8 C13H18N4S2
N-<2''-(dimethylamino)ethyl>-2-(methylthio)-6-thien-2'-ylpyrimidin-4-amine
—— 2-(tert-butylsulfonyl)acetic acid 36610-02-3 C6H12O4S
2-(tert-butylsulfonyl)acetic acid
—— (4-bromophenyl)(phenylethynyl)sulfane 63707-19-7 C14H9BrS
(4-bromophenyl)(phenylethynyl)sulfane
—— (4-methylpentyl)(phenyl)sulfane 1455-19-2 C12H18S
(4-methylpentyl)(phenyl)sulfane
—— 1,1-Ethenediamine, N,N,N',N'-tetraethyl-2-(methylthio)-2-(2-thienylthio)- 193749-94-9 C15H26N2S3
1,1-Ethenediamine, N,N,N',N'-tetraethyl-2-(methylthio)-2-(2-thienylthio)-
—— Thiokohlensaeure-di-isopropylester 57024-81-4 C7H14O2S
Thiokohlensaeure-di-isopropylester
—— 1-methylthio-4-(3',5'-dimethylpyrazol-1'-yl)-pyridazino[4,5-d]pyridazine 17640-68-5 C12H12N6S
1-methylthio-4-(3',5'-dimethylpyrazol-1'-yl)-pyridazino[4,5-d]pyridazine
—— 1,4-bis(methylthio)pyridazino[4,5-d]pyridazine 17412-14-5 C8H8N4S2
1,4-bis(methylthio)pyridazino[4,5-d]pyridazine
—— 1-ethoxypropyl isothiocyanate 190662-61-4 C6H11NOS
1-ethoxypropyl isothiocyanate
—— 7-hydroxy-2-isopropylsulfanyl-4<i>H</i>-thiazolo[4,5-<i>b</i>]pyridin-5-one 70604-15-8 C9H10N2O2S2
7-hydroxy-2-isopropylsulfanyl-4<i>H</i>-thiazolo[4,5-<i>b</i>]pyridin-5-one
—— Bis(ethylthio)(heptafluoropropyl)methane 145327-73-7 C8H11F7S2
Bis(ethylthio)(heptafluoropropyl)methane
—— β-bromo-β-trifluoromethyl dithiocrotonic ester 485403-03-0 C6H5BrF4S2
β-bromo-β-trifluoromethyl dithiocrotonic ester
—— (4S)-4-benzyl-3-[(E,2R)-3-dicyclohexylboranyloxy-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pent-3-enoyl]-1,3-oxazolidin-2-one 273753-67-6 C33H48BNO4S2
(4S)-4-benzyl-3-[(E,2R)-3-dicyclohexylboranyloxy-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pent-3-enoyl]-1,3-oxazolidin-2-one
—— 2-(ethylthio)-7-hydroxy[1,3]thiazolo[4,5-b]pyridin-5(4H)-one 70604-06-7 C8H8N2O2S2
2-(ethylthio)-7-hydroxy[1,3]thiazolo[4,5-b]pyridin-5(4H)-one
—— (2,3-dimethylbutyl)(phenyl)sulfane 91638-67-4 C12H18S
(2,3-dimethylbutyl)(phenyl)sulfane
—— p-tolyl 3,5-O-(tetra-isopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside 204918-57-0 C24H42O5SSi2
p-tolyl 3,5-O-(tetra-isopropylsiloxane-1,3-diyl)-1-thio-α-D-arabinofuranoside
—— (2R)-1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pentane-1,3-dione 273753-54-1 C21H27NO4S2
(2R)-1-[(4S)-4-benzyl-2-oxo-1,3-oxazolidin-3-yl]-2-[2-(2-methyl-1,3-dithiolan-2-yl)ethyl]pentane-1,3-dione
—— 7-hydroxy-2-(methylthio)[1,3]thiazolo[4,5-b]pyridin-5(4H)-one 70604-07-8 C7H6N2O2S2
7-hydroxy-2-(methylthio)[1,3]thiazolo[4,5-b]pyridin-5(4H)-one
—— 1,5-dinonylidene-thio carbonohydrazide 6623-29-6 C19H38N4S
1,5-dinonylidene-thio carbonohydrazide
—— 1,5-bis-decylidene-thio carbonohydrazide 6623-30-9 C21H42N4S
1,5-bis-decylidene-thio carbonohydrazide
—— 1,5-didodecylidene-thio carbonohydrazide 7400-39-7 C25H50N4S
1,5-didodecylidene-thio carbonohydrazide
—— 5-acetonylthio-3-methylthio-4-isothiazolecarbonitrile 76336-97-5 C8H8N2OS3
5-acetonylthio-3-methylthio-4-isothiazolecarbonitrile